The 5 Questions Every New Founder Asks (And We Finally Answer)
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The 5 Questions Every New Founder Asks (And We Finally Answer)
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In this Ask-Me-Anything episode of The Unsexy Entrepreneurship Podcast, Charles Harris and Seth Jenson tackle the most common (and most confusing) questions new founders face. Whether you’re starting a bookkeeping business, a marketing agency, or any professional service, this episode is your tactical crash course.
We answer:
- Should I be an LLC or an S-Corp?
- When is the right time to start paying myself?
- What percentage of revenue should go toward salary?
- When should I hire someone—and when should I contract instead?
- What’s the best tech stack for a service-based business?
Charles also shares insider tips on accounting platforms, invoicing tools (like Anchor), and why Google Workspace is still underrated. Seth gets real about the opportunity cost of your time and how to think like a founder when it comes to delegation and growth.
Whether you’re freelancing, scaling, or just figuring out what to do next, this episode is packed with unfiltered, practical advice to help you make smarter decisions, avoid costly mistakes, and grow with confidence.
📦 Plus: A sneak peek at a new business launch—Postcards from the Parks!
Got questions for Charles and Seth? Submit them HERE.